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Apartment holiday rentals in Windsor

Find and book unique apartments on Airbnb

Top-rated apartment rentals in Windsor

Guests agree: these apartments are highly rated for location, cleanliness and more.

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Top guest favourite
The exterior of the two-story property features light blue siding and a decorative gabled roof. A covered porch with a white railing and steps leads to the entrance. A wooden gate is visible to the side, providing access to the backyard.
Flat in Walkerville
4.95 out of 5 average rating, 308 reviews

OLDE WALKERVILLE, Windsor, Ontario

Do you need a nice quite, non-shared clean place to stay ? This cute one bedroom, living room /sleeper sofa, kitchen, full bath (washer/dryer 6 nights + ) Located on the second floor, above our family home, is ready for you to enjoy your stay. In Olde Walkerville, walking distance to restaurants, pubs, boutiques and, the river with walking and bike paths along with summer activities. Short drive to the Casino, Chrysler Theatre / St. Clair Arts, U.S.A Boarder, down town Train Station.

Guest favourite
A spacious living area features a comfortable gray sectional sofa adorned with decorative cushions. A wooden coffee table is centered on a soft area rug, while a wall-mounted television and a small dining table for two are visible. Natural light enters through large windows.
Flat in LaSalle
4.87 out of 5 average rating, 219 reviews

The Ambassador’s Stay • Bright 1BR Family Retreat

Luxurious 1BR Retreat Prime Location, Perfect for Your Getaway! Escape to this stunning one-bedroom haven in LaSalle, where comfort and convenience meet! Whether you're here for a romantic getaway, a solo retreat, or a business trip, this modern sanctuary has everything you need for a perfect stay. Whether you're here for business or leisure, this luxurious one-bedroom retreat is the perfect home base for your LaSalle getaway. Book now and experience all the comfort and convenience you deserve!

Guest favourite
A cozy bedroom features a spacious bed with a light-colored duvet and a decorative throw. Flanking the bed are two nightstands with modern lamps, while a large mirror enhances the room's openness. A patterned area rug adds texture and warmth to the hardwood floor.
Flat in Downtown Windsor
5 out of 5 average rating, 47 reviews

Private Patio, Farmers Mrkt, 24/7Gym

Welcome to the beautiful & luxurious Boutique apartment building - The Bitcoin Building - located in the heart of the city. Enjoy a rejuvenating sleep on our BeautyRest hotel style mattresses, TV w/ Amazon fire stick w/ 1000s of channels/Movies. Elegant furniture, a cool LED fireplace & fully stocked kitchen will leave you wanting to stay longer. Includes access to 24/7 Fitness Gym. Perfectly situated on Downtown Windsor's nicest street you are a short walk away from everything the core offers.

Superhost
A living area is presented with a dark, plush sofa and a low coffee table situated on a textured area rug. A round mirror decorates the wall, reflecting light. A doorway leads to a bedroom space, while a small dining area with bar stools is visible to the side.
Flat in Walkerville
4.93 out of 5 average rating, 112 reviews

Walkerville Loft (Main floor unit)

Welcome to our charming loft nestled in the heart of a Walkerville in Windsor. This thoughtfully designed space combines modern comfort with historical charm. Perfect for couples or solo travelers, our cozy loft features fire place, high ceilings, and large windows. Enjoy the convenience of being centrally located, with iconic landmarks, local shops, and vibrant cafes just steps away. Immerse yourself in the city's rich history during the day and unwind in this stylish retreat at night.

Guest favourite
A welcoming living space features a round table surrounded by modern chairs. The bright room is complemented by a stylish vase with dried flowers on the table. Windows with patterned curtains provide natural light, enhancing the warm ambiance, while a radiator adds vintage charm.
Flat in Hamtramck
4.91 out of 5 average rating, 215 reviews

Charming 2 Bedroom in Art & Culture Neighborhood

Our charming classic 2 bedroom apartment is the perfect place to explore the hip underdog city of Detroit! The apartment is bright, vintage with all the modern amenities. Check out the rich culture, architecture and grittiness that is solely Detroit. BonVoyage :) If this apartment isn't available check out Bright Vintage Upper Flat w/ Outdoor Balcony https://www.airbnb.com/rooms/24405602?s=51 or Beautiful Apartment In Unique Hamtramck https://www.airbnb.com/rooms/6335682?s=5

Top guest favourite
A spacious living area showcases a gray couch facing a coffee table, with a textured rug beneath. Nearby, a dining table is paired with wooden chairs. The kitchen features modern appliances, complemented by white cabinetry, while large windows allow natural light to fill the space.
Flat in Downtown Detroit
4.94 out of 5 average rating, 238 reviews

Amazing 1 BR Apt In City Center

Prime location with a view of Comerica Park and Ford Field. You will be in the heart of Detroit walking distance to all major attractions, sporting events, theatre's, and the Detroit Riverfront. Many great restaurants in the area! The building was once an old historic hotel that has been transformed into cozy apartments. Original architecture can still be seen throughout the building. Comerica Park - 4 minute walk Ford Field - 4 minute walk Detroit Opera House - 2 minute walk

Guest favourite
The exterior of Little Caesars Arena is visible, featuring a well-lit roof and prominent signage. Bright beams of light radiate from the structure, illuminating the surrounding area. The skyline of the city is seen in the background, showcasing tall buildings against a twilight sky.
Flat in Brush Park
4.94 out of 5 average rating, 106 reviews

Downtown Detroit Getaway

With CITY VIEWS enjoy easy access to all VENUES and GAMES this Historically Vintage building is more than 90 years old. My apartment is located on the 6 floor with a gated elevator which sometimes does not work so if you can not walk to the sixth floor, this might not be for you. with only a block walk to little Caesars Areana and free parking. This is a diamond in the rough. Once in my Apt it’s cozy with all the comforts of home. I encourage week stays . Enjoy the Views!!

Guest favourite
A living area features exposed brick accents, with a cozy fireplace as a centerpiece. A light-colored sofa faces a low coffee table, enhanced by a colorful rug. A television is mounted on a unit displaying books and decorative items, while a rattan chair adds seating.
Flat in Brush Park
4.95 out of 5 average rating, 543 reviews

Little Paris of the Midwest - Walk to LCA, Ford

Nestled in historic Brush Park, known as Little Paris in the 19th century, this beautiful walk-up will immerse you in the city’s past while keeping you just steps from its future. Centrally located between Downtown, Midtown and Eastern Market, you'll be in the heart of the city with amazing bars, restaurants, cafes and venues just outside your door. The design-focused space is curated with goods made by local artisans and combines centuries old character with modern amenities.

Top guest favourite
A modern dining area is highlighted by a wooden table accompanied by four blue upholstered chairs. A minimalist aesthetic is enhanced by a potted plant and wall art featuring colorful portraits. Natural light enters through a window covered by a blind.
Flat in Walkerville
4.97 out of 5 average rating, 156 reviews

"The Modern Loft" in Walkerville / 2Bed - 1 Bath

Enjoy a luxury modern experience in the heart of Old Walkerville. This modern 2 bedroom loft is newly renovated with luxury finishes while keeping century old details. Restaurants, pubs, cafes, retail all within a minute walk from this superb location. Stay here and get a taste of what Old Walkerville has to offer. DISTANCES TO: Casino - 2 minutes Downtown - 2 minutes Hospital - 5 minutes Detroit - 10 minutes Ford Field - 12 minutes Little Ceasers Arena - 12 minutes

Top guest favourite
The living room features a comfortable sofa adorned with soft pillows, complemented by a contemporary coffee table. A cozy throw blanket rests on the seating. Natural light enters through a window, illuminating the artwork of a city skyline above the couch. An accent chair and lamps add to the inviting space.
Flat in Downtown Detroit
4.96 out of 5 average rating, 698 reviews

Stay downtown and walk everywhere!

Step out of your door and into the energy of downtown..This professionally maintained space offers the perfect home base for fans and theatre goers alike. Catch Tigers, Red Wings or Pistons this month , or secure your stay for the upcoming run of Hamilton. After the final Whistle or the standing ovation, explore the culinary scene, featuring everything from world class restaurants to cozy hidden gem bars! Finally, retreat to a space designed for comfort

Guest favourite
A spacious living area features light wood flooring and ample natural light from large windows. Two comfortable chairs are positioned beside a modern coffee table. A gray sofa with colorful accent pillows sits in front of the TV, complemented by a decorative plant on the table.
Flat in Downtown Detroit
4.91 out of 5 average rating, 154 reviews

Downtown Large 1 BDRM, Walk Everywhere!

Located within a secure and recently renovated building walking distance to all the stadiums, theaters, dozens of restaurants and the Detroit Riverfront. It is a spacious one bedroom with a queen size bed and a pullout couch. Parking available on the street, or nearby lots. SPECIAL DISCOUNTS FOR CAST MEMBERS OF TOURING SHOWS- Inquire directly for more info We are 2 blocks from the Opera House and Fox Theater, and 2 miles from the Fisher Theater.

Guest favourite
The living area contains a modern couch and two stylish black chairs positioned around a wooden table. Natural light fills the space through large windows, while decorative plants and artwork add subtle accents to the sunlit room, featuring original wood floors and a calming color palette.
Flat in Midtown
4.83 out of 5 average rating, 906 reviews

Bright Midtown Apt Parking Attached

Bask in sunlight in this inviting one-bedroom apartment at the heart of Midtown, complete with included parking! Nestled on the second floor corner of a historic building, the space boasts an updated kitchen and bathroom. Enjoy the convenience of being blocks away from the Q-Line, shops, restaurants, museums, and less than 5 minutes from downtown. Begin your exploration of Detroit from this cozy space in the vibrant Midtown neighborhood.

Popular amenities for Windsor apartment rentals

When is the best time to visit Windsor?

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Quick stats about flat rentals in Windsor

  • Total holiday rentals

    Explore 550 holiday rentals in Windsor

  • Nightly prices starting at

    Windsor holiday rentals start at $25 SGD per night before taxes and fees

  • Verified guest reviews

    Over 34,770 verified reviews to help you choose

  • Family-friendly holiday rentals

    190 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 160 rentals that welcome pets

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    320 properties have a dedicated workspace

  • Wifi availability

    520 of Windsor holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Windsor rentals

  • 4.7 Average rating

    Windsor stays receive an average rating of 4.7 out of 5 from guests

  • Nearby attractions

    Windsor’s top spots include Little Caesars Arena, Comerica Park and Ford Field

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